Following are depictions of medieval men wearing coifs. For links to information about this style of headwear, including construction, see these links. It is worth noting that the coif was worn by serjeants-at-law as a mark of their station; hence, we also see coifs in the Court of Wards and Liveries (c. 1560-80), etc.

The Hours of Anne of Brittany, c. 1500-1508 (BNF Lat 9474)March (fol. 6) seems to show a red coif worn under a black (fur?) hatNovember (fol. 14) shows this style of coif twice -- in red and black -- and one with a hat, one without. The one without seems to show a seam along the top.